Structure-reactivity analysis of novel hypervalent iodine reagents in S-vinylation of thiols

Autor: Sayad Doobary, Ester Maria Di Tommaso, Alexandru Postole, A. Ken Inge, Berit Olofsson
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Frontiers in Chemistry, Vol 12 (2024)
Druh dokumentu: article
ISSN: 2296-2646
DOI: 10.3389/fchem.2024.1376948
Popis: The transition-metal free S-vinylation of thiophenols by vinylbenziodoxolones (VBX) constituted an important step forward in hypervalent iodine-mediated vinylations, highlighting the difference to vinyliodonium salts and that the reaction outcome was influenced by the substitution pattern of the benziodoxolone core. In this study, we report several new classes of hypervalent iodine vinylation reagents; vinylbenziodazolones, vinylbenziodoxolonimine and vinyliodoxathiole dioxides. Their synthesis, structural and electronic properties are described and correlated to the S-vinylation outcome, shedding light on some interesting facets of these reagents.
Databáze: Directory of Open Access Journals
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